Methyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: Methyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate
• CAS No.: 75092-26-1
• Molecular Formula: C6H7IN2O2
• Molecular Weight: 266.038
• European Community (EC) Number: 843-675-4
• DSSTox Substance ID: DTXSID10350088
• Wikidata: Q72484044
• Mol file: 75092-26-1.mol

Synonyms:Methyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate;75092-26-1;methyl 4-iodo-2-methylpyrazole-3-carboxylate;1H-Pyrazole-5-carboxylic acid, 4-iodo-1-methyl-, methyl ester;4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid methyl ester;TimTec1_000622;SCHEMBL16177237;DTXSID10350088;OTYGSOJERQNQFY-UHFFFAOYSA-N;HMS1535M06;AMY32987;MFCD01459851;STL584513;AKOS015898037;CS-W005734;AC-22743;DS-18205;FT-0715889;EN300-232768;Methyl4-iodo-1-methyl-1H-pyrazole-5-carboxylate;A852316;4-iodo-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

Chemical Property of Methyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate

Chemical Property:

• Melting Point: 45-46 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 293℃
• PKA: -1.43±0.10(Predicted)
• Flash Point: 131℃
• PSA: 44.12000
• Density: 1.96
• LogP: 0.81130
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 265.95523
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-Iodo-1-methyl-1H-pyrazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(C=N1)I)C(=O)OC

Technology Process of Methyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate

There total 1 articles about Methyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.4%

methyl 1-methyl-1H-pyrazole-5-carboxylate (17827-60-0) → 4-iodo-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (75092-26-1)

Guidance literature:

With sulfuric acid; iodine; iodic acid; In tetrachloromethane; acetic acid; at 80 ℃; for 0.5h;

DOI:10.1007/BF00949685

Reference yield: 99.7%

2-Phenyl-3-butyn-2-ol (127-66-2) + 4-iodo-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (75092-26-1) → 4-(3-Hydroxy-3-phenyl-but-1-ynyl)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (79229-74-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In diethylamine; at 50 ℃; for 25h;

DOI:10.1007/BF00950297

Reference yield: 78.0%

tert-butyl 3-[(4-bromobenzoyl)(3-methylpyridin-2-yl)amino]piperidine-1-carboxylate + 4-iodo-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (75092-26-1) → tert-butyl (3R)-3-[{4-[5-(methoxycarbonyl)-1-methyl-1H-pyrazol-4-yl]benzoyl}(3-methylpyridin-2-yl)amino]piperidine-1-carboxylate

Guidance literature:

4-iodo-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester; With isopropylmagnesium chloride; In tetrahydrofuran; at -45 ℃; for 0.5h;

With zinc(II) chloride; In tetrahydrofuran; 2-methyltetrahydrofuran; at 18 - 25 ℃; for 2h;

tert-butyl 3-[(4-bromobenzoyl)(3-methylpyridin-2-yl)amino]piperidine-1-carboxylate; With dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; In tetrahydrofuran; 2-methyltetrahydrofuran; at 50 - 60 ℃; for 2h;

upstream raw materials:

methyl 1-methyl-1H-pyrazole-5-carboxylate

Downstream raw materials:

4-(3-Hydroxy-3-phenyl-but-1-ynyl)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

4-phenylethynyl-1-methylpyrazole-5-carboxylic acid methyl ester

1-methyl-4-phenylethynylpyrazole-5-hydroxamic acid

1-Methyl-1H-pyrano[3,4-c]pyrazol-7-one